2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)acetonitrile | 934823-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)acetonitrile
• CAS: 934823-62-8
• 化学式: C₇H₅N₅S
• 分子量: 191.216
• InChiKey: VOEBJLIEYRZBEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)acetonitrile 、 3-溴甲基吡啶 在 base 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-[1-(3-Pyridylmethyl)pyrazolo[3,4-d]pyrimidin-4-yl]sulfanylacetonitrile 、
  参考文献：
  名称：

  New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents

  摘要：

  The multiple parallel synthesis of a series of N,S-bis-alkylated thiopyrazolo[3,4-d]pyrimidines, based on sequential S- then N-alkylation, is reported. These compounds showed significant anti-mycobacterial activity (MICs down to < 2 mu/ml) and their potential as significant drug-like leads is substantiated through cytotoxicity evaluation and in silico profiling. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.066
• 作为产物：
  描述：

  溴乙腈 、 4-硫基-1H-吡啶并[3,4-d]嘧啶 在 DOWEX AG 1-X₈ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(1H-pyrazolo[3,4-d]pyrimidin-4-ylsulfanyl)acetonitrile
  参考文献：
  名称：

  New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents

  摘要：

  The multiple parallel synthesis of a series of N,S-bis-alkylated thiopyrazolo[3,4-d]pyrimidines, based on sequential S- then N-alkylation, is reported. These compounds showed significant anti-mycobacterial activity (MICs down to < 2 mu/ml) and their potential as significant drug-like leads is substantiated through cytotoxicity evaluation and in silico profiling. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.12.066

文献信息

• New thiopyrazolo[3,4-d]pyrimidine derivatives as anti-mycobacterial agents
  作者：Lluis Ballell、Robert A. Field、Gavin A.C. Chung、Robert J. Young

  DOI：10.1016/j.bmcl.2006.12.066

  日期：2007.3

  The multiple parallel synthesis of a series of N,S-bis-alkylated thiopyrazolo[3,4-d]pyrimidines, based on sequential S- then N-alkylation, is reported. These compounds showed significant anti-mycobacterial activity (MICs down to < 2 mu/ml) and their potential as significant drug-like leads is substantiated through cytotoxicity evaluation and in silico profiling. (c) 2007 Elsevier Ltd. All rights reserved.